Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications

Autores
Capece, Bettencourt P. S.; Virkel, Guillermo Leon; Lanusse, Carlos Edmundo
Año de publicación
2009
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Albendazole and fenbendazole are methylcarbamate benzimidazole anthelmintics extensively used to control gastrointestinal parasites in domestic animals. These parent compounds are metabolised to albendazole sulfoxide and fenbendazole sulfoxide (oxfendazole), respectively. Both sulfoxide derivatives are anthelmintically active and are manufactured for use in animals. They metabolites have an asymmetric centre on their chemical structures and two enantiomeric forms of each sulfoxide have been identified in plasma, tissues of parasite location and within target helminths. Both the flavin-monooxygenase and cytochrome P450 systems are involved in the enantioselective biotransformation of these anthelmintic compounds in ruminant species. A relevant progress on the understanding of the relationship among enantioselective metabolism and systemic availability of each enantiomeric form has been achieved. This article reviews the current knowledge on the pharmacological implications of the enantiomeric behaviour of albendazole sulfoxide and oxfendazole in domestic animals.
Fil: Capece, Bettencourt P. S.. Universidade Eduardo Mondlane; Mozambique
Fil: Virkel, Guillermo Leon. Universidad Nacional del Centro de la Provincia de Buenos Aires. Facultad de Ciencias Veterinarias. Departamento de Fisiopatología. Laboratorio de Farmacología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tandil. Centro de Investigación Veterinaria de Tandil. Universidad Nacional del Centro de la Provincia de Buenos Aires. Centro de Investigación Veterinaria de Tandil. Provincia de Buenos Aires. Gobernación. Comision de Investigaciones Científicas. Centro de Investigación Veterinaria de Tandil; Argentina
Fil: Lanusse, Carlos Edmundo. Universidad Nacional del Centro de la Provincia de Buenos Aires. Facultad de Ciencias Veterinarias. Departamento de Fisiopatología. Laboratorio de Farmacología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tandil. Centro de Investigación Veterinaria de Tandil. Universidad Nacional del Centro de la Provincia de Buenos Aires. Centro de Investigación Veterinaria de Tandil. Provincia de Buenos Aires. Gobernación. Comision de Investigaciones Científicas. Centro de Investigación Veterinaria de Tandil; Argentina
Materia
ALBENDAZOLE SULFOXIDE
DOMESTIC ANIMALS
ENANTIOMERIC BEHAVIOUR
ENANTIOSELECTIVE BIOTRANSFORMATION
FENBENDAZOLE SULFOXIDE (OXFENDAZOLE)
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/95707
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/95707
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implicationsCapece, Bettencourt P. S.Virkel, Guillermo LeonLanusse, Carlos EdmundoALBENDAZOLE SULFOXIDEDOMESTIC ANIMALSENANTIOMERIC BEHAVIOURENANTIOSELECTIVE BIOTRANSFORMATIONFENBENDAZOLE SULFOXIDE (OXFENDAZOLE)https://purl.org/becyt/ford/4.3https://purl.org/becyt/ford/4Albendazole and fenbendazole are methylcarbamate benzimidazole anthelmintics extensively used to control gastrointestinal parasites in domestic animals. These parent compounds are metabolised to albendazole sulfoxide and fenbendazole sulfoxide (oxfendazole), respectively. Both sulfoxide derivatives are anthelmintically active and are manufactured for use in animals. They metabolites have an asymmetric centre on their chemical structures and two enantiomeric forms of each sulfoxide have been identified in plasma, tissues of parasite location and within target helminths. Both the flavin-monooxygenase and cytochrome P450 systems are involved in the enantioselective biotransformation of these anthelmintic compounds in ruminant species. A relevant progress on the understanding of the relationship among enantioselective metabolism and systemic availability of each enantiomeric form has been achieved. This article reviews the current knowledge on the pharmacological implications of the enantiomeric behaviour of albendazole sulfoxide and oxfendazole in domestic animals.Fil: Capece, Bettencourt P. S.. Universidade Eduardo Mondlane; MozambiqueFil: Virkel, Guillermo Leon. Universidad Nacional del Centro de la Provincia de Buenos Aires. Facultad de Ciencias Veterinarias. Departamento de Fisiopatología. Laboratorio de Farmacología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tandil. Centro de Investigación Veterinaria de Tandil. Universidad Nacional del Centro de la Provincia de Buenos Aires. Centro de Investigación Veterinaria de Tandil. Provincia de Buenos Aires. Gobernación. Comision de Investigaciones Científicas. Centro de Investigación Veterinaria de Tandil; ArgentinaFil: Lanusse, Carlos Edmundo. Universidad Nacional del Centro de la Provincia de Buenos Aires. Facultad de Ciencias Veterinarias. Departamento de Fisiopatología. Laboratorio de Farmacología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tandil. Centro de Investigación Veterinaria de Tandil. Universidad Nacional del Centro de la Provincia de Buenos Aires. Centro de Investigación Veterinaria de Tandil. Provincia de Buenos Aires. Gobernación. Comision de Investigaciones Científicas. Centro de Investigación Veterinaria de Tandil; ArgentinaElsevier2009-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/95707Capece, Bettencourt P. S.; Virkel, Guillermo Leon; Lanusse, Carlos Edmundo; Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications; Elsevier; The Veterinary Journal; 181; 3; 9-2009; 241-2501090-0233CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1090023308004097info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tvjl.2008.11.010info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:25:54Zoai:ri.conicet.gov.ar:11336/95707instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 10:25:54.67CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications
title Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications
spellingShingle Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications
Capece, Bettencourt P. S.
ALBENDAZOLE SULFOXIDE
DOMESTIC ANIMALS
ENANTIOMERIC BEHAVIOUR
ENANTIOSELECTIVE BIOTRANSFORMATION
FENBENDAZOLE SULFOXIDE (OXFENDAZOLE)
title_short Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications
title_full Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications
title_fullStr Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications
title_full_unstemmed Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications
title_sort Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications
dc.creator.none.fl_str_mv Capece, Bettencourt P. S.
Virkel, Guillermo Leon
Lanusse, Carlos Edmundo
author Capece, Bettencourt P. S.
author_facet Capece, Bettencourt P. S.
Virkel, Guillermo Leon
Lanusse, Carlos Edmundo
author_role author
author2 Virkel, Guillermo Leon
Lanusse, Carlos Edmundo
author2_role author
author
dc.subject.none.fl_str_mv ALBENDAZOLE SULFOXIDE
DOMESTIC ANIMALS
ENANTIOMERIC BEHAVIOUR
ENANTIOSELECTIVE BIOTRANSFORMATION
FENBENDAZOLE SULFOXIDE (OXFENDAZOLE)
topic ALBENDAZOLE SULFOXIDE
DOMESTIC ANIMALS
ENANTIOMERIC BEHAVIOUR
ENANTIOSELECTIVE BIOTRANSFORMATION
FENBENDAZOLE SULFOXIDE (OXFENDAZOLE)
purl_subject.fl_str_mv https://purl.org/becyt/ford/4.3
https://purl.org/becyt/ford/4
dc.description.none.fl_txt_mv Albendazole and fenbendazole are methylcarbamate benzimidazole anthelmintics extensively used to control gastrointestinal parasites in domestic animals. These parent compounds are metabolised to albendazole sulfoxide and fenbendazole sulfoxide (oxfendazole), respectively. Both sulfoxide derivatives are anthelmintically active and are manufactured for use in animals. They metabolites have an asymmetric centre on their chemical structures and two enantiomeric forms of each sulfoxide have been identified in plasma, tissues of parasite location and within target helminths. Both the flavin-monooxygenase and cytochrome P450 systems are involved in the enantioselective biotransformation of these anthelmintic compounds in ruminant species. A relevant progress on the understanding of the relationship among enantioselective metabolism and systemic availability of each enantiomeric form has been achieved. This article reviews the current knowledge on the pharmacological implications of the enantiomeric behaviour of albendazole sulfoxide and oxfendazole in domestic animals.
Fil: Capece, Bettencourt P. S.. Universidade Eduardo Mondlane; Mozambique
Fil: Virkel, Guillermo Leon. Universidad Nacional del Centro de la Provincia de Buenos Aires. Facultad de Ciencias Veterinarias. Departamento de Fisiopatología. Laboratorio de Farmacología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tandil. Centro de Investigación Veterinaria de Tandil. Universidad Nacional del Centro de la Provincia de Buenos Aires. Centro de Investigación Veterinaria de Tandil. Provincia de Buenos Aires. Gobernación. Comision de Investigaciones Científicas. Centro de Investigación Veterinaria de Tandil; Argentina
Fil: Lanusse, Carlos Edmundo. Universidad Nacional del Centro de la Provincia de Buenos Aires. Facultad de Ciencias Veterinarias. Departamento de Fisiopatología. Laboratorio de Farmacología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tandil. Centro de Investigación Veterinaria de Tandil. Universidad Nacional del Centro de la Provincia de Buenos Aires. Centro de Investigación Veterinaria de Tandil. Provincia de Buenos Aires. Gobernación. Comision de Investigaciones Científicas. Centro de Investigación Veterinaria de Tandil; Argentina
description Albendazole and fenbendazole are methylcarbamate benzimidazole anthelmintics extensively used to control gastrointestinal parasites in domestic animals. These parent compounds are metabolised to albendazole sulfoxide and fenbendazole sulfoxide (oxfendazole), respectively. Both sulfoxide derivatives are anthelmintically active and are manufactured for use in animals. They metabolites have an asymmetric centre on their chemical structures and two enantiomeric forms of each sulfoxide have been identified in plasma, tissues of parasite location and within target helminths. Both the flavin-monooxygenase and cytochrome P450 systems are involved in the enantioselective biotransformation of these anthelmintic compounds in ruminant species. A relevant progress on the understanding of the relationship among enantioselective metabolism and systemic availability of each enantiomeric form has been achieved. This article reviews the current knowledge on the pharmacological implications of the enantiomeric behaviour of albendazole sulfoxide and oxfendazole in domestic animals.
publishDate 2009
dc.date.none.fl_str_mv 2009-09
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/95707
Capece, Bettencourt P. S.; Virkel, Guillermo Leon; Lanusse, Carlos Edmundo; Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications; Elsevier; The Veterinary Journal; 181; 3; 9-2009; 241-250
1090-0233
CONICET Digital
CONICET
url http://hdl.handle.net/11336/95707
identifier_str_mv Capece, Bettencourt P. S.; Virkel, Guillermo Leon; Lanusse, Carlos Edmundo; Enantiomeric behaviour of albendazole and fenbendazole sulfoxides in domestic animals: Pharmacological implications; Elsevier; The Veterinary Journal; 181; 3; 9-2009; 241-250
1090-0233
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1090023308004097
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tvjl.2008.11.010
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.070432

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